Methanesulfonyl chloride → 5-bromo-2-(4-cyanophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide

HRID 595570ノート

反応式

HRID 595570 の反応式
[NH2:1][C:2]1[C:22]([Br:23])=[CH:21][C:5]2[C:6]([C:17]([NH:19][CH3:20])=[O:18])=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][CH:10]=3)[O:8][C:4]=2[CH:3]=1.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>C(Cl)Cl.N1C=CC=CC=1>[Br:23][C:22]1[C:2]([NH:1][S:25]([CH3:24])(=[O:27])=[O:26])=[CH:3][C:4]2[O:8][C:7]([C:9]3[CH:10]=[CH:11][C:12]([C:15]#[N:16])=[CH:13][CH:14]=3)=[C:6]([C:17]([NH:19][CH3:20])=[O:18])[C:5]=2[CH:21]=1

参加物

5

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 903324446-amino-5-bromo-2-(4-cyanophenyl)-N-methylbenzofuran-3-carboxamide

生成物 1

HCID 903324155-bromo-2-(4-cyanophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide収率 72.5%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 6-amino-5-bromo-2-(4-cyanophenyl)-N-methylbenzofuran-3-carboxamide (300 mg, 0.80 mmol) in DCM (2 mL) and pyridine (2 mL) was stirred at room temperature and MsCl (278 mg, 2.4 mmol) was added dropwise. The reaction was stirred at room temperature for 8 h. The reaction was washed with 1N HCl and extracted with DCM, dried with Na2SO4 and concentrated to give 5-bromo-2-(4-cyanophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide (260 mg, yield: 72%). MS (M+H)+: 448/450.

後処理

  1. stirringThe reaction was stirred at room temperature for 8 h
  2. washThe reaction was washed with 1N HCl
  3. extractionextracted with DCM
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-8818ca3e7a6840658d68ddb89527d643
出典データセット
uspto-grants-2016_01
特許番号
US09242998B2

反応ノート

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